Thiol-Mediated α-Amino Radical Formation via Visible-Light-Activated Ion-Pair Charge-Transfer Complexes,Journal of the American Chemical Society

当前位置： X-MOL 学术 › J. Am. Chem. Soc. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Thiol-Mediated α-Amino Radical Formation via Visible-Light-Activated Ion-Pair Charge-Transfer Complexes
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2021-11-11 , DOI: 10.1021/jacs.1c09445
Keishi Kohara ₁ , Aaron Trowbridge ₁ , Milo A Smith ₁ , Matthew J Gaunt ₁

Affiliation

Visible-light-activated electron donor–acceptor complexes offer distinct reaction pathways for the synthesis of complex molecules under mild conditions. Herein, we report a method for the reductive generation of α-amino radicals via the reaction of a visible-light-activated ion-pair charge-transfer complex formed between an in situ-generated alkyl-iminium ion and a thiophenolate. This distinct activation mode is demonstrated through the development of a multicomponent coupling reaction to form substituted aminomethyl-cyclopentanes from secondary amines, cyclopropyl aldehydes, and alkenes. The operationally straightforward transformation displays broad scope and provides a means to generate cyclic amine-containing scaffolds from readily available feedstocks.

中文翻译：

通过可见光激活的离子对电荷转移复合物硫醇介导的 α-氨基自由基形成

可见光激活的电子供体-受体复合物为在温和条件下合成复杂分子提供了不同的反应途径。在此，我们报道了一种通过原位生成的烷基亚胺离子和苯硫酚盐之间形成的可见光激活的离子对电荷转移络合物的反应还原生成 α-氨基自由基的方法。这种独特的活化模式通过多组分偶联反应的发展得到证明，以从仲胺、环丙醛和烯烃形成取代的氨基甲基-环戊烷。操作简单的转化显示了广泛的范围，并提供了一种从现成的原料生成含环胺支架的方法。

更新日期：2021-11-24

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11